Work

Enantioselective Rh/Cu-Catalyzed Addition of Terminal Alkynes to Allenes for the Synthesis of Chiral 1,4-Enynes

Year: 2026

Type: article

Abstract: A regio- and enantioselective rhodium/copper-catalyzed coupling of readily available terminal alkynes and allenes is reported. This method enables direct, atom-economic access to chiral 1,4-enynes, a versatile class of compounds widely employed in the synthesis of natural products and pharmaceuticals. The transformation proceeds in high yields with excellent enantioselectivities and displays broad functional-group tolerance. The synthetic utility of the resulting products is further demonstrated through a range of downstream functionalizations that exploit the orthogonal reactivity of the alkyne and alkene moieties.

Source: Organic Letters

DOI: 10.1021/acs.orglett.6c01096

Authors: Martin Daiger, Janika Kromer, Samuel Kaplan, Bernhard Breit

Institution: University of Freiburg

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,500

Funder: Albert-Ludwigs-Universität Freiburg